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Dade City, FL with a Pool for Sale Map Search

Homes for Sale with a Pool in Dade City, FL

Welcome to your dedicated resource for homes for sale with a pool in Dade City, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Dade City, FL agents, Joseph Sullivan Real Estate specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

All Homes for Sale with a Pool in Dade City, FL

$879,000
4 Beds 3 Baths Grandeur SubDv.
At the end of a quiet cul-de-sac in Grandeur Estates, this classic Colonial sits on 3.6 acres just minutes from the heart of downtown Dade City. Offering four bedrooms, two and a half baths, more than 2,700 square feet of living space (over 3,300 total), and a long list of recent improvements, the property strikes a rare balance between timeless architecture and modern updates. A new roof was installed in 2022, while the interior has been thoughtfully remodeled from room to room. The kitchen has been completely updated with solid surface countertops, newer appliances, and finishes that complement the home’s fun character rather than compete with it. New carpet has been installed throughout, and every space reflects careful attention to detail. The living room centers around a floor-to-ceiling brick, wood-burning fireplace that naturally becomes the gathering place of the home. Formal living and dining rooms offer flexibility for entertaining or everyday use, while one of the home’s most unexpected details is tucked beneath the staircase—a bourbon and wine room that feels both practical and memorable. The primary suite has been beautifully renovated with a spacious bath featuring a soaking tub, walk-in shower, dual vanities, and peaceful views across the backyard. The additional bedrooms are generously sized with excellent closet space, making the floor plan as functional as it is attractive. Outside, the backyard has been completely transformed. The recently completed pool features a sun shelf, integrated spa, water features, brick paver decking, and multiple spaces to relax, entertain, or simply enjoy the privacy of the surrounding acreage. Location is another standout. Downtown Dade City—one of Central Florida’s most charming and steadily growing communities—is less than a mile away, offering locally owned restaurants, boutiques, festivals, and everyday conveniences. Publix and shopping are just minutes from the front gate, Tampa International Airport is approximately 40 minutes away, and Ocala is about an hour to the north. Homes with acreage this close to downtown are increasingly difficult to find. Finding one that’s been this thoughtfully updated is even rarer.

14050 Grandeur Way, Dade City

$504,371
3 Beds 3 Baths Pasadena Ridge SubDv.
Under Construction. The Terra Rosa II is a beautifully designed single-story home offering 2,500 square feet of thoughtfully planned living space. This open concept floor plan features 3 bedrooms, 3 full bathrooms, a versatile study, and a spacious 2-car garage—making it ideal for those who love to entertain. At the heart of the home is the expansive L-shaped kitchen, which boasts quartz countertops, stainless steel appliances, and cabinets on two walls for ample storage. A large walk-in pantry enhances functionality, while the generous island—with seating for four at the flush breakfast bar—houses the sink and dishwasher, all while overlooking the great room and dining area. This seamless connection between spaces creates a warm, inclusive atmosphere perfect for hosting and everyday living. The owner’s suite is a private retreat, positioned at the back of the home for tranquility. It features three large windows that flood the room with natural light and an en suite bath that offers a luxurious elongated shower with a sleek glass wall, an extended dual sink vanity, and a linen closet. A separate water closet and a remarkably spacious walk-in closet—complete with hanging racks on all four sides—complete this serene sanctuary. Bedroom 2 includes its own walk-in closet and private full bath, ideal for guests or older residents, while Bedroom 3, located just off the foyer, is conveniently situated near a full hallway bath. The study adds even more functionality, serving as the perfect space for a home office, gym, or playroom tailored to your lifestyle. At the rear of the home, large glass sliders open from the great room to a covered lanai, providing the perfect setting for outdoor relaxation or entertainment while overlooking the pond. The dining room, with its wall of windows, invites in ample sunlight, enhancing the airy, open feel of the interior. The Terra Rosa II blends comfort, style, and practicality into a home that adapts to your needs and invites you to live beautifully. Photos, renderings and plans are for illustrative purposes only and should never be relied upon and may vary from the actual home. Pricing, dimensions and features can change at any time without notice or obligation. The photos are from a furnished model home at another community of the same floor plan and not the home offered for sale.

34725 Flower Patch Drive, Dade City

$165,500
2 Beds 2 Baths Hampton Court Unrec SubDv.
***BRAND NEW AC AUGUST 2026!!!*** & FREE GOLF CART WITH ACCEPTABLE OFFER • YOU OWN THE LAND • TOP OF THE HILL • BRAND-NEW FLORIDA ROOM • DESIRABLE PALM MANOR 55+ COMMUNITY (formerly known as Country Aire Manor)! This beautifully maintained home is LOCATED NEAR THE ENTRANCE and AT THE TOP OF THE HILL, offering added convenience, great breezes, and peace of mind—all while YOU OWN THE LAND! The bright, open floor plan features an UPDATED KITCHEN with a BRAND-NEW DISHWASHER, breakfast bar, built-in buffet, and plenty of cabinet space. The spacious PRIMARY SUITE offers TWO WALK-IN CLOSETS, dual vanities, a walk-in shower, and BRAND-NEW WINDOWS. Enjoy the BRAND-NEW FLORIDA ROOM (2025 PERMIT) with luxury vinyl flooring, a BRAND-NEW INSULATED ROOF, and relaxing views of Gazebo Park. Additional features include a 10’ × 12’ AIR-CONDITIONED WORKSHOP, A NEWER VAPOR BARRIER, and WATER HEATER & WATER SOFTENER (2021). Resort-style amenities include a SOLAR-HEATED POOL, CLUBHOUSE, PICKLEBALL, SHUFFLEBOARD, BOAT & TRAILER STORAGE, NATURE TRAILS, and more. HOA is only $30/YEAR, and the MONTHLY MAINTENANCE IS LESS THAN $250, including WATER, SEWER, TRASH, AND AMENITIES. PRIME LOCATION! Just minutes from US-301 & Clinton Ave, with Publix, shopping, restaurants, and medical offices nearby, plus quick access to I-75 for an easy commute or travel. MOVE-IN READY—SCHEDULE YOUR PRIVATE SHOWING TODAY!

10151 Hamp Drive, Dade City

$375,000
4 Beds 3 Baths Summit View SubDv.
Virtually Staged. Under Construction. The builder is offering buyers up to $25,000 towards closing costs with the use of a preferred lender and title company. Summit View, a beautiful new home community located off Happy Hill Road in Dade City, Florida. Nestled among the scenic rolling hills of Pasco County, Summit View offers a perfect blend of small-town charm and modern convenience. This community provides easy access to historic downtown Dade City, the Farmers Market and Lagoon at Mirada, Saint Leo University, and nearby golf courses like the Abbey Golf Course and Lake Jovita Golf and Country Club. While Summit View offers a peaceful retreat from the busier areas of Wesley Chapel, residents are close enough to enjoy its abundant shopping, dining, and entertainment options. Explore destinations like the Tampa Premium Outlets, Wiregrass Mall, KRATE at The Grove, and more—all just a short drive away. Additionally, the brand-new SR-52 extension ensures convenient access to Downtown Tampa, St. Petersburg, and Clearwater for work or leisure. The resort-style amenities at Summit View include two pickleball courts, a half basketball court, tot lot, pool, a covered cabana with outdoor gathering areas, and a dog park—perfect for creating a close-knit community feel. Summit View features thoughtfully designed, open-concept floor plans to suit every lifestyle. Each home is built with durable concrete block construction on the first and second stories and includes Smart Home System for seamless modern living. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from homes as built. Home and community information, including pricing, included features, terms, availability, and amenities, are subject to change and prior sale at any time without notice or obligation. Materials may vary based on availability.

35596 Brick Church Loop, Dade City

$270,000
3 Beds 2 Baths Summit View SubDv.
Virtually Staged. Under Construction. The builder is offering buyers up to $25,000 towards closing costs with the use of a preferred lender and title company. Summit View, a beautiful new home community located off Happy Hill Road in Dade City, Florida. Nestled among the scenic rolling hills of Pasco County, Summit View offers a perfect blend of small-town charm and modern convenience. This community provides easy access to historic downtown Dade City, the Farmers Market and Lagoon at Mirada, Saint Leo University, and nearby golf courses like the Abbey Golf Course and Lake Jovita Golf and Country Club. While Summit View offers a peaceful retreat from the busier areas of Wesley Chapel, residents are close enough to enjoy its abundant shopping, dining, and entertainment options. Explore destinations like the Tampa Premium Outlets, Wiregrass Mall, KRATE at The Grove, and more—all just a short drive away. Additionally, the brand-new SR-52 extension ensures convenient access to Downtown Tampa, St. Petersburg, and Clearwater for work or leisure. The resort-style amenities at Summit View include two pickleball courts, a half basketball court, tot lot, pool, a covered cabana with outdoor gathering areas, and a dog park—perfect for creating a close-knit community feel. Summit View features thoughtfully designed, open-concept floor plans to suit every lifestyle. Each home is built with durable concrete block construction on the first and second stories and includes Smart Home System for seamless modern living. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from homes as built. Home and community information, including pricing, included features, terms, availability, and amenities, are subject to change and prior sale at any time without notice or obligation. Materials may vary based on availability.

13379 Castle Peak Circle, Dade City

$389,990
4 Beds 3 Baths Pasadena Ridge SubDv.
Under Construction. Azure BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the open-concept layout. The kitchen shines with quartz countertops and all-new stainless-steel appliances, overlooking the dining area and patio. A convenient half bath is located downstairs for guests with a spacious laundry room upstairs. Upstairs, you’ll find all four bedrooms, including the expansive owner's suite with a walk-in shower, double vanities, and a spacious walk-in closet. A flexible recreation space upstairs provides an ideal spot for family gatherings. With a smart thermostat ensuring energy efficiency and comfort, the Azure seamlessly blends functionality and modern luxury. Pasadena Ridge is designed for living fully, with a private residents club featuring pickleball courts, fitness center, playground, and pool, plus open green spaces for community gatherings. The Lifestyle Director organizes events that bring neighbors together, all within easy reach of I-75 and nearby shopping and dining.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

34634 Silent Pine Run, Dade City

$394,990
4 Beds 3 Baths Pasadena Woods SubDv.
Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Beyond the home, Pasadena Woods enhances everyday living with amenities designed for both relaxation and recreation. Residents can enjoy pickleball courts, a resort-style pool, a dog park, a tot lot, walking trails, and curated lifestyle programming—all thoughtfully planned to foster connection and community. Ideally situated near local parks, The Grove, KRATE, and major commuter routes, Pasadena Woods puts shopping, dining, entertainment, and everyday conveniences within easy reach.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

9934 Surfside Bay Loop, Dade City

$1,195,000
3 Beds 3 Baths The Ridge SubDv.
This is the kind of home people talk about after the showing: nearly 2.5 acres, a heated saltwater pool and spa, and a secret speakeasy hidden behind a built-in bookcase. Located in a low-HOA Dade City community about 5 minutes from downtown, this 3 bedroom + office, 3 bath pool home has been remodeled with a 2019 roof, 2021 AC, fresh 2025 exterior paint, and zoning that allows up to 2 horses. Mature landscaping and a circular driveway create a beautiful arrival, while the fenced yard, attached 3 car garage, and detached 1,000+ sq ft garage add acreage-ready function. Inside, luxury vinyl plank flooring runs throughout, carrying you from the formal living area into an expansive 21x22 family room with high ceilings, triple sliders to the pool, and a 2025 built-in entertainment center with open shelving, an electric fireplace, and a wine cove. The kitchen feels custom and memorable with two breakfast bars, two tones of granite, freshly painted wood cabinetry, a central island with storage, stainless steel appliances including a newer LG French door refrigerator and LG oven, under-cabinet lighting, stone backsplash details, an apron sink, and an easy connection to the dinette. In the dinette, a fireplace and oversized picture window frame captivating views of the pool and backyard. Set away from the secondary bedrooms, the primary suite includes French doors to the pool deck, a large walk-in closet with built-in organizers, and an ensuite bathroom with newer dual granite-topped vanities, vessel sinks, a new toilet, and a walk-in shower with a bench. Across the home, the guest wing brings personality outside a typical floor plan. A built-in bookshelf opens to a hidden bonus room/speakeasy, creating a central seating and entertaining area between the two guest bedrooms. Bedroom 2 includes a walk-in closet and sits near an upgraded full bathroom with a tub/shower combination, while bedroom 3 has its own walk-in closet and an updated ensuite bathroom with pool deck access. Near the front of the home, a dedicated office gives you space for work or study, while the laundry room adds convenience and polish with updated granite counters, a new sink and faucet, and 2024 LG washer and dryer. Outside, the covered seating area overlooks the paver pool deck, heated saltwater pool, spillover spa, and open acreage beyond. The attached garage and detached rear garage each allow pull-through access, giving you flexibility for vehicles, equipment, storage, workshop space, or weekend projects. Additional improvements include a 17,500 watt Generac generator wired to power the home, a 2021 4.5 ton HVAC system with hypoallergenic filtration, Vivint security with doorbell and backyard cameras, interior repainting, updated patio flooring and ceiling panels, landscape lighting, dusk-to-dawn corner lighting, concrete curbing, lightning rods on the home and garage, a 2022 pool remodel with brick pavers, tile, and coping, a 2023 commercial-grade water heater, updated bathroom surfaces, all new toilets, 2024 well updates, a 2025 pool pump and filter, and 2025 vinyl fencing with a remote-controlled 12 ft gate. Spend the day at home in your own private oasis, where the pool, acreage, speakeasy, and garage space make every part of the property unique and memorable. Downtown Dade City is 5 minutes away with local events, shopping, entertainment, restaurants, and more. Call today for your private showing of this one-of-a-kind residence!

37405 Highridge Drive, Dade City

$466,990
5 Beds 3 Baths Pasadena Ridge SubDv.
Under Construction. Valencia BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Prepare to be impressed by the Valencia, a two-story home featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. This floorplan is designed for modern living and effortless entertainment. Step through the elegant foyer into a vibrant main living area, complete with a private guest suite for ultimate comfort. The kitchen shines with sleek quartz countertops, stainless steel appliances, and luxurious vinyl plank flooring overlooking the dining area which flows beautifully to the covered lanai through sliding glass doors. Upstairs, you’ll find the secluded owner’s suite complete with a walk-in shower, dual vanity and spacious walk-in closet. Conveniently located by the additional bedrooms is the cleverly designed oversized laundry room with new washer and dryer. Another modern feature of the Valencia is the smart thermostat with voice control, making energy efficient living a breeze. Outside, enjoy the chic elevation and professionally curated landscaping that adds the perfect finishing touch to this exceptional home. Pasadena Ridge is designed for living fully, with a private residents club featuring pickleball courts, fitness center, playground, and pool, plus open green spaces for community gatherings. The Lifestyle Director organizes events that bring neighbors together, all within easy reach of I-75 and nearby shopping and dining.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

9062 Belleview Forest Pass, Dade City

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